It sounds like you aren't completing your repeating tasks, so the reminder is not being rescheduled. The way repeating tasks work on Toodledo is that there is only 1 version of the task. It gets 1 reminder. When you check off the task, it gets rescheduled to the next occurrence, and the reminder gets rescheduled. If you never check off the task, it will never get rescheduled and you won't get more reminders. Toodledo assumes that you are still working on the previous occurrence. If you want to have tasks be automatically moved forward whether or not you manually check them off, you can make it an optional task.